I hope the heck I've got more than a decade to go, but just have too many play things to do that are more important than buying another house.

A contractor left a back door open one day and someone walked into the house and stole $2000 worth of tools.

It is entirely different than a residential house. 

I looked into this at more than one occasion, because Milwaukee has such an old housing stock, everything is 60-120 years old.Most of the new apartments we see are 4 and 5 star developments with very high rents, this allows to offset the high cost of construction a little better.

You know those signs that say "we buy houses for cash" call them and say you are investor looking to buy a flip. 

I am a wholesaler looking to also break into house hacking, brrrr strategy, and eventually fix and flips.I am in west TX areaWhere in Tx are you currently and what strategies do you employ? 

If you are just getting started here in Chicago, house hacking is the ideal situation.

@Kristian Forbes Short of doing another house hack or negotiating the purchase price down a fair amount, I think that's going to be a tough one to make the numbers work.

Not familiar with those markets, but here is my experience starting at 22 and what I regret after house hacking twice: https://www.biggerpockets.com/forums/922/topics/1133476-hous...

I buy houses!